Busca avançada
Ano de início
Entree


Molecular Iodine-Mediated Functionalization of α-Carbonyl Sulfoxonium Ylides with Thiocyanates, Xanthates, and Dithiocarbamates

Texto completo
Autor(es):
Capellaro, Kaue C. ; Burtoloso, Antonio C. B.
Número total de Autores: 2
Tipo de documento: Artigo Científico
Fonte: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY; v. N/A, p. 6-pg., 2025-08-14.
Resumo

In this work, a straightforward, rapid, and cost-effective protocol is presented for synthesizing three distinct classes of alpha-functionalized sulfoxonium ylides-alpha-xanthate, alpha-thiocyanate, and alpha-dithiocarbamate-via molecular iodine-mediated reactions. This method demonstrates broad substrate tolerance, including heterocycles and steroids, delivering 25 examples with yields of up to 83%. Experimental studies revealed that iodine reacts with xanthates to form disulfides, which subsequently act as electrophiles for nucleophilic attack by the ylide. (AU)

Processo FAPESP: 23/02675-7 - Novas metodologias para formação de ligações C-C a partir de ilídeos sulfoxônios
Beneficiário:Antonio Carlos Bender Burtoloso
Modalidade de apoio: Auxílio à Pesquisa - Regular